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Winter Haven B&B
Choose the perfect vacation accommodation
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55 Bed and Breakfast and Inn in Winter Haven

Best Winter Haven bed and breakfasts with breakfast included

The Tatman Evergreen Suite - Winter Haven
9.0 13 reviews
Winter Haven
08/21 – 08/30
$114/nighttotal: $1026 (9 )

The Tatman Evergreen Suite

1 1
B&B , Lake Alfred
This charming bed and breakfast is located in the heart of Lake Alfred, offering picturesque views of the town and easy access to its shops, restaurants, and local attractions. It has earned excellent ratings for its cleanliness, location, and overall experience.
The cozy room features one bedroom and one bathroom, with a total floor area of 360 square feet and a capacity for up to three guests. Amenities include air conditioning, parking, and internet access, along with towels and bed linens, ensuring a comfortable stay.

Best Winter Haven bed and breakfasts with a garden

The Signature Orange Grove King Suite - Winter Haven
9.0 29 reviews
Winter Haven
08/21 – 08/30
$101/nighttotal: $909 (9 )

The Signature Orange Grove King Suite

1 1
B&B , Lake Alfred
The Orange Grove Suite is a short drive from Legoland Florida and several historical railroad stations, offering a peaceful retreat outside the city center. This B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
The suite offers 500 square feet of space, accommodating up to 3 guests in one bedroom and one bathroom. Amenities include a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, a garden, free WiFi, and private parking.
Cozy Family Vacation Villa - Winter Haven
9.8 27 reviews
Winter Haven
06/27 – 07/04
$110/nighttotal: $770 (7 )

Cozy Family Vacation Villa

1 2
B&B , Inwood
This Airbnb is located in Inwood, a neighborhood in northern Manhattan, close to Inwood Hill Park and the Harlem River. The house has excellent user, location, and cleanliness ratings.
The home has three bedrooms and one bathroom, comfortably accommodating up to six guests. The property offers amenities like free cooking services, a full kitchen, laundry facilities, and mood lighting, as well as self check-in and ample parking.
Chain Of Lakes Cottage - Winter Haven
9.6 17 reviews
Winter Haven
08/21 – 08/30
$193/nighttotal: $1737 (9 )

Chain Of Lakes Cottage

1 1
B&B , Winter Haven
Chain of Lakes Cottage in Winter Haven offers a peaceful retreat near Legoland Florida (6.1 miles) and historic railroad stations.
This 800-square-foot house features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating one guest and providing free Wi-Fi.
The Lake Alfred Citruswood Cabin - Winter Haven
9.4 16 reviews
Winter Haven
07/08 – 07/12
$160/nighttotal: $640 (4 )

The Lake Alfred Citruswood Cabin

1 3
B&B , Lake Alfred
Escape to the serene Lake Alfred Citruswood Cabin, where lush greenery and a private outdoor dining area create a secluded oasis. Situated just 4.7 miles from historical railroad stations and 8.9 miles from Legoland Florida, this highly-rated cabin offers easy access to local attractions.
The well-equipped cabin features one bedroom, one bathroom, and a spacious layout with a separate living area. Guests can enjoy modern amenities such as free Wi-Fi, air conditioning, and a flat-screen TV. The cabin's kitchen is fully equipped for home-cooked meals, and the garden provides a peaceful retreat for relaxation.

Frequently Asked Questions about bed and breakfast in Winter Haven

Destinations nearby

Top Bed and Breakfasts with Parking in Winter Haven

Park up and enjoy the city center, as every B&B in Winter Haven on this list comes with a free on-site parking spot.

The Scandinavian Contemporary Goud & Blauw - Winter Haven
9.3 16 reviews
Winter Haven
06/27 – 07/04
$85/nighttotal: $595 (7 )

The Scandinavian Contemporary Goud & Blauw

1 2
B&B , Lake Alfred
The Scandinavian Contemporary Goud is located in Lake Alfred, just a short drive from the historic Swanns Railroad Station and Carters Railroad Station, making it a great base for exploring this charming town. It has received very good ratings for cleanliness, user experience, and location.
This one-bedroom, one-bathroom guesthouse provides 200 square feet of space for two guests. It features a Scandinavian contemporary design, a shared kitchen with modern appliances, a private parking space, an outdoor dining area, a sun terrace, and free Wi-Fi.
Chain Of Lakes Cottage - Winter Haven
9.6 17 reviews
Winter Haven
08/21 – 08/30
$193/nighttotal: $1737 (9 )

Chain Of Lakes Cottage

1 1
B&B , Winter Haven
Chain of Lakes Cottage in Winter Haven offers a peaceful retreat near Legoland Florida (6.1 miles) and historic railroad stations.
This 800-square-foot house features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating one guest and providing free Wi-Fi.
The Signature Orange Grove King Suite - Winter Haven
9.0 29 reviews
Winter Haven
08/21 – 08/30
$101/nighttotal: $909 (9 )

The Signature Orange Grove King Suite

1 1
B&B , Lake Alfred
The Orange Grove Suite is a short drive from Legoland Florida and several historical railroad stations, offering a peaceful retreat outside the city center. This B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
The suite offers 500 square feet of space, accommodating up to 3 guests in one bedroom and one bathroom. Amenities include a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, a garden, free WiFi, and private parking.
Chain Of Lakes 
 2br/1ba Guest Suite - Winter Haven
9.9 188 reviews
Winter Haven
07/08 – 07/12
$124/nighttotal: $496 (4 )

Chain Of Lakes 2br/1ba Guest Suite

1 3
B&B , Winter Haven
This Winter Haven bed and breakfast is situated on a peninsula on the Chain of Lakes, offering beautiful sunset views and direct access to the water. The two-bedroom unit features a private boathouse with AC, fishing gear, and seating, as well as a charcoal grill, picnic table, and canal seating for relaxing by the water.

Best Winter Haven bed and breakfasts with air conditioning

Charming Bed & Breakfast In Wonderful Winter Haven With Wifi, Fitness Room - Winter Haven
Winter Haven
08/21 – 08/30
$95/nighttotal: $855 (9 )

Charming Bed & Breakfast In Wonderful Winter Haven With Wifi, Fitness Room

1 1
B&B , Winter Haven
This Winter Haven guesthouse is conveniently located near LEGOLAND® Florida and Eagle Ridge Mall, an 8-minute drive to each, and offers easy access to Lake Wailes Park (14 minutes) and Bok Tower Gardens (23 minutes).
The one-bedroom, one-bathroom rental features in-house laundry, Wi-Fi, air conditioning, and accommodates one guest, perfect for a solo traveler or couple seeking a relaxing Winter Haven getaway.
Cute & Cozy 1 Bedroom Guesthouse Located In Winter Haven Fl - Winter Haven
10 20 reviews
Winter Haven
08/21 – 08/30
$101/nighttotal: $909 (9 )

Cute & Cozy 1 Bedroom Guesthouse Located In Winter Haven Fl

1 1
B&B , Winter Haven
This smoke-free guesthouse is conveniently located in Winter Haven, within a mile of several attractions including a hospital, family entertainment center, bowling alley, park, and theater. It has earned excellent user ratings, making it a popular choice for travelers.
This charming bed and breakfast can accommodate up to two guests in one bedroom and one bathroom. It offers a range of amenities for a comfortable stay, including a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace or balcony, a garden, and parking.
🏡Centralprivatekingsuite🏡w/d🏥2miles To Hospital🏥 - Winter Haven
9.6 85 reviews
Winter Haven
06/27 – 07/04
$100/nighttotal: $700 (7 )

🏡Centralprivatekingsuite🏡w/d🏥2miles To Hospital🏥

1 2
B&B , Winter Haven
This Winter Haven bed and breakfast is conveniently located just two miles from downtown and the Winter Haven Hospital, and six miles from LEGOLAND. The property enjoys excellent ratings for location, cleanliness, and overall experience.
The suite offers a private entrance, a comfortable king bed, and a sofa bed, making it perfect for couples or small families. Guests can enjoy a private bathroom, a kitchenette with a refrigerator, a washer and dryer, and a covered parking space.
The Signature Orange Grove King Suite - Winter Haven
9.0 29 reviews
Winter Haven
08/21 – 08/30
$101/nighttotal: $909 (9 )

The Signature Orange Grove King Suite

1 1
B&B , Lake Alfred
The Orange Grove Suite is a short drive from Legoland Florida and several historical railroad stations, offering a peaceful retreat outside the city center. This B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
The suite offers 500 square feet of space, accommodating up to 3 guests in one bedroom and one bathroom. Amenities include a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, a garden, free WiFi, and private parking.
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